| Date & Time | Game | Venue |
|---|---|---|
| January 09, 2021 | (1) Dover-Sherborn/Hopkinton Raiders at (3) Westwood Wolverines | Canton Ice House |
| January 13, 2021 | (4) Dover-Sherborn/Hopkinton Raiders at (1) Medway/Ashland Mustangs | Blackstone Valley Ice Arena |
| Jan. 16 Postponed | Medway/Ashland Mustangs at Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
| Jan. 20 Postponed | Dedham Marauders at Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
| Jan. 23 Postponed | Dover-Sherborn/Hopkinton Raiders at Dedham Marauders | Canton Ice House |
| January 27, 2021 | (2) Norwood Mustangs at (0) Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
| January 30, 2021 | (2) Dover-Sherborn/Hopkinton Raiders at (2) Norwood Mustangs | The Skating Club of Boston |
| Feb. 3 Postponed | Medfield Warriors at Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
| February 06, 2021 | (2) Dover-Sherborn/Hopkinton Raiders at (6) Medfield Warriors | Boch Ice Center |
| February 08, 2021 | (3) Dedham Marauders at (0) Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
| February 10, 2021 | (0) Dover-Sherborn/Hopkinton Raiders at (5) Dedham Marauders | Canton Ice House |
| February 13, 2021 | (1) Westwood Wolverines at (1) Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
| February 14, 2021 | (3) Medway/Ashland Mustangs at (0) Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
